Silver-catalyzed incorporation of carbon dioxide into propargylic alcohols

Wataru Yamada, Yudai Sugawara, Man Cheng Hau, Taketo Ikeno, Tohru Yamada

Research output: Contribution to journalArticle

145 Citations (Scopus)

Abstract

The combined use of a catalytic amount of silver acetate and a stoichiometric amount of DBU efficiently catalyzed the incorporation of CO 2 under mild reaction conditions into a wide range of propargylic alcohols bearing a terminal or an internal triple bond to afford the corresponding cyclic carbonates in high-to-excellent yields. All the cyclic carbonates obtained from the reaction were found to be single isomers. The geometries were determined to be (Z) by X-ray crystal structure analysis and NOE experiments.

Original languageEnglish
Pages (from-to)2604-2607
Number of pages4
JournalEuropean Journal of Organic Chemistry
Issue number16
DOIs
Publication statusPublished - 2007

Fingerprint

Carbonates
Silver
Carbon Dioxide
carbon dioxide
carbonates
alcohols
Bearings (structural)
silver
Alcohols
Carbon Monoxide
Isomers
acetates
isomers
Crystal structure
X rays
crystal structure
Geometry
geometry
x rays
Experiments

Keywords

  • Alkynes
  • Carbon dioxide fixation
  • Carbonates
  • Silver

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Silver-catalyzed incorporation of carbon dioxide into propargylic alcohols. / Yamada, Wataru; Sugawara, Yudai; Hau, Man Cheng; Ikeno, Taketo; Yamada, Tohru.

In: European Journal of Organic Chemistry, No. 16, 2007, p. 2604-2607.

Research output: Contribution to journalArticle

Yamada, Wataru ; Sugawara, Yudai ; Hau, Man Cheng ; Ikeno, Taketo ; Yamada, Tohru. / Silver-catalyzed incorporation of carbon dioxide into propargylic alcohols. In: European Journal of Organic Chemistry. 2007 ; No. 16. pp. 2604-2607.
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